title: Creation and manipulation of common functional groups en route to a skeletally diverse chemical library.
abstract: We have developed an efficient strategy to a skeletally diverse chemical library, which entailed a sequence of enyne cycloisomerization, [4 + 2] cycloaddition, alkene dihydroxylation, and diol carbamylation. Using this approach, only 16 readily available building blocks were needed to produce a representative 191-member library, which displayed broad distribution of molecular shapes and excellent physicochemical properties. This library further enabled identification of a small molecule, which effectively suppressed glycolytic production of ATP and lactate in CHO-K1 cell line, representing a potential lead for the development of a new class of glycolytic inhibitors.
authors.affiliation: Chicago Tri-Institutional Center for Chemical Methods and Library Development, Department of Chemistry, University of Chicago, Chicago, IL 60637, USA.
authors.forename: Jiayue
authors.initials: J
authors.lastname: Cui
authors.forename: Jason
authors.initials: J
authors.lastname: Hao
authors.forename: Olesya A
authors.initials: OA
authors.lastname: Ulanovskaya
authors.forename: Joseph
authors.initials: J
authors.lastname: Dundas
authors.forename: Jie
authors.initials: J
authors.lastname: Liang
authors.forename: Sergey A
authors.initials: SA
authors.lastname: Kozmin
mesh_terms: D000255:Adenosine Triphosphate / Q000096:biosynthesis*; D000818:Animals; D016466:CHO Cells; D006224:Cricetinae; D003412:Cricetulus; D006019:Glycolysis / Q000187:drug effects* / Q000502:physiology; D006575:Heterocyclic Compounds, 3-Ring / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology
chemical_list: D006575:Heterocyclic Compounds, 3-Ring; D000255:Adenosine Triphosphate